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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21553Generated: October 25, 2026

Diethyl Ether → (Z)-4-benzyloxy-2-butenal

https://huagongshe.com/reaction/21553

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactantcis-4-Benzyloxy-2-buten-1-olHCID 11008492—
ReactantHCID 178418287HCID 178418287—
SolventDichloromethaneHCID 6344—
Product(Z)-4-benzyloxy-2-butenalHCID 1140107565.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

11.1 g of pyridinium chlorochromate and 12 g of Celite were suspended in 100 ml of dry dichloromethane, and 6 g of (Z)-4-benzyloxy-2-buten-1-ol was added thereto at 0° C. under stirring. The mixture was stirred at room temperature for 3 hours. Diethyl ether was added thereto, and insolubles were removed by filtration. The filtrate was distilled under reduced pressure to remove the solvent, and the residue was purified by silica gel column chromatography (diethyl ether) to obtain 3.9 g of (Z)-4-benzyloxy-2-butenal as slightly yellow oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05424309
Source datasetuspto-grants-1995_06
ORD IDord-b1c06dfe898c48e38dc12d83f43513b7
Source noteuspto-grants-1995_06